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Names | |
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Preferred IUPAC name [(2H3)Methanesulfinyl](2H3)methane | |
Other names Deuterated dimethyl sulfoxide, DMSO-d6 | |
Identifiers | |
3D model (JSmol) | |
Abbreviations | DMSO-d6 |
1237248 | |
ChemSpider |
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ECHA InfoCard | 100.016.925 |
EC Number |
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PubChem CID |
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RTECS number |
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CompTox Dashboard (EPA) | |
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Properties | |
C2D6OS | |
Molar mass | 84.17 g/mol |
Density | 1.19 g/cm3 (20 °C) |
Melting point | 20.2 °C (68.4 °F; 293.3 K) |
Boiling point | 189 °C (372 °F; 462 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Deuterated DMSO, also known as dimethyl sulfoxide-d6, is an isotopologue of dimethyl sulfoxide (DMSO, (CH3)2S=O)) with chemical formula ((CD3)2S=O) in which the hydrogen atoms ("H") are replaced with their deuterium ("D") isotope. Deuterated DMSO is a common solvent used in nuclear magnetic resonance spectroscopy (NMR).
Deuterated DMSO is produced by heating DMSO in heavy water (D2O) with a basic catalyst such as calcium oxide. The reaction does not give complete conversion to the d6 product, and the water produced must be removed and replaced with D2O several times to drive the equilibrium to the fully deuterated product. [1]
DMSO is a good solvent for many organic compounds. Because deuterated DMSO does not contain any 1</1H atoms, it produces no peaks in 1H-NMR and as a result is commonly used as a solvent for NMR experiments. [2] Commercially available deuteriated DMSO is not isotopically pure. The residual DMSO-d5 produces a 1H-NMR signal observed at 2.50 ppm, which appears as a quintet (JHD=1.9Hz). In 13C-NMR, the chemical shift of DMSO-d6 is 39.52 ppm, and appears as a septet. [3]
Deuterated DMSO is used as a reagent for the introduction of a trideuteromethyl group (CD3) onto organic structures. [4]